Americas
Vermont
"Vermont is proof that restraint, done well, is its own kind of extravagance."
The one American state that actually looks like the postcard — red covered bridges over cold rivers, hillsides igniting in October, cheddar that bites back.
I arrived in Vermont on a Wednesday in mid-October and the hills were on fire. Not metaphorically — the sugar maples had turned a shade of red-orange that doesn’t exist anywhere else in the world, and the light at four in the afternoon came through them sideways, golden and slightly unreal. I pulled over on Route 100 south of Stowe and just stood there for a few minutes, which is not something I typically do.
Vermont is the smallest state in the Northeast and somehow the one that makes the loudest argument for a certain way of life. The farms are working farms — dairy mostly, the cows that produce the milk that becomes the raw-milk cheddar you’ll find at Cabot or at the Grafton Village Cheese Company, aged sharp enough to make you reconsider every mild cheddar you’ve tolerated before. The craft brewery scene is not a scene so much as a fact of geography: Hill Farmstead in Greensboro, Alchemist in Stowe, von Trapp Brewing tucked into a hillside that could only be in Vermont. These are not Instagram destinations. They are places people built because they wanted to live in a particular way and needed the economics to support it.
The covered bridges are real and they are everywhere — Woodstock alone has several within a few miles, and the town itself is the kind of place that makes you feel slightly ashamed for not having been there sooner. Cold Hollow Cider Mill presses fresh apple cider on-site from October onward; you drink it standing in the parking lot while it’s still foamy and cold and it tastes like the season concentrated into a cup. In winter the whole state reorients toward the slopes — Stowe, Mad River Glen, Sugarbush — and the villages around them become unusually warm places to be cold in.
When to go: Late September through mid-October for foliage at its peak — aim for Columbus Day weekend, which is insane with visitors but undeniably spectacular. June and July for hiking the Long Trail and swimming in Lake Champlain. February for skiing without the ski-resort chaos of the Christmas holidays.
What most guides get wrong: They send you to Burlington and leave it at that. Burlington is fine — Church Street, the waterfront, a good meal at Hen of the Wood — but Vermont’s soul is in the small towns that require you to actually drive somewhere. Woodstock, Middlebury, Grafton, Peacham. Go deep into the back roads. The GPS will occasionally give up on you. That is the point.
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Places in Vermont
vermont Bennington
Southwest Vermont's working town anchored by a 306-foot obelisk, a Robert Frost grave, and a pottery tradition that outlasted any reasonable expectation.
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vermont Brandon
A Champlain Valley town whose brick-and-clapboard Main Street survived intact enough to feel like walking straight into the 1800s.
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vermont Brattleboro
The southern gateway to Vermont and its most unguarded city — part college town, part artists' colony, part town that never got the memo about being anywhere near as charming as it is.
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vermont Burlington
Vermont's lakeside college city where the Church Street buskers compete with ferry horns and the Adirondacks glow pink across Lake Champlain every single evening.
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vermont Jay Peak
Vermont's northernmost ski mountain, so close to Quebec that lake-effect snow buries it under the deepest average snowfall in the state.
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vermont Killington
The East's biggest ski resort, where the vertical drop is serious and the après-ski scene is somehow both legendary and a little exhausting — often simultaneously.
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vermont Lake Champlain Islands
A string of flat, agricultural islands in the middle of Lake Champlain where the light comes sideways off the water and the apple orchards run almost to the shoreline.
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vermont Mad River Valley
A narrow valley between the Green Mountains where two ski resorts, a clutch of covered bridges, and a culture of local ownership have produced something that feels genuinely Vermont in a way that takes effort to sustain.
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vermont Manchester
A Green Mountain town with a marble sidewalk, a fly-fishing museum, and outlet malls that coexist with the serious hiking terrain above them in a way that Vermont somehow makes work.
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vermont Middlebury
A New England college town split clean in two by a waterfall gorge, where Otter Creek roars right beneath Main Street.
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vermont Montpelier
The smallest state capital in the United States, where you can see the gold dome from the coffee shop and the governor probably buys his eggs at the co-op.
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vermont Northeast Kingdom
Vermont's wild, thinly populated northeast corner — the one part of the state where the trees have more room than the people, and it shows.
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vermont Quechee Gorge
A 165-foot-deep basalt canyon cut by the Ottauquechee River, crossed by a one-lane bridge Vermonters call the Little Grand Canyon.
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vermont Shelburne
A Lake Champlain town where a 45-acre museum campus of relocated barns and a beached steamboat holds one of America's great folk-art collections.
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vermont Smugglers' Notch
A narrow, boulder-choked mountain pass below Vermont's highest peak, where the road squeezes between cliffs and closes all winter.
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vermont Stowe
A ski town that somehow avoided becoming a theme park of itself — Mount Mansfield looms over a Main Street that still has an actual hardware store next to the fondue place.
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